Iron-Catalyzed α-Alkylation of Ketones with Secondary Alcohols: Access to β-Disubstituted Carbonyl Compounds

Iron-Catalyzed α-Alkylation of Ketones with Secondary Alcohols: Access to β-Disubstituted Carbonyl Compounds
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DOI:
10.1021/acs.orglett.0c00549
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发表时间:
2020-03-06
期刊:
影响因子:
5.2
通讯作者:
Renaud, Jean-Luc
Renaud, Jean-Luc
中科院分区:
化学1区
文献类型:
--
作者:
Bettoni, Leo;Gaillard, Sylvain;Renaud, Jean-Luc

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采用铁催化的借氢策略合成了支链羰基化合物。各种仲苯醇和脂肪醇在温和的反应条件下被用作烷基化试剂。酮类化合物的分离得到了很好的收率。氘标记实验证明醇是该反应的氢化物来源,并且在此过程中不发生可逆步骤或氢/氘混乱。
An iron-catalyzed borrowing hydrogen strategy has been applied in the synthesis of beta-branched carbonyl compounds. Various secondary benzylic and aliphatic alcohols have been used as alkylating reagents under mild reaction conditions. The ketones have been isolated in good to excellent yield. Deuterium labeling experiments provide evidence that the alcohol is the hydride source in this reaction and that no reversible step or hydrogen/deuterium scrambling takes place during the process.